
Advertise on podcast: Sales Players
Rating
4.7from
This podcast has
205 episodes
Language
EnglishPublisher
Jesse WoodburyExplicit
Yes
Date created
2020/09/28
Latest episode
2025/10/17
Average duration
20 min.
Release period
10 days
Description
The #1 resource for top players in Tech Startup Sales. Hosted by Jesse Woodbury, an expert in early-stage startup selling, Sales Players features weekly, actionable ideas for reps, founders, and operators by exploring the mindset, skills, and tools high performers use to generate pipeline, close deals, and build wealth in Tech Sales.
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Check latest episodes from Sales Players podcast
Making the Most of Your Tech Sales Career
2025/10/17
Jesse shares lessons on making the most of the tech sales career opportunity.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit
• Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
Lessons on Building a Personal Brand from 5 Years of Podcasting
2025/09/19
Lessons on (personal) brand building from 5 years of hosting this podcast.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit
• Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
20 Questions I Use to Stress-Test My Deals
2025/09/17
Jesse shares 20 go-to questions for introducing friction in your deals.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit
• Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
What I’m Hearing: Sales Trends Shaping Tech in 2025
2025/09/10
Jesse shares insights on trends he's hearing about from conversations with sales leaders, founders, and recruiters etc.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
How I Re-Engage Closed-Lost Opportunities
2025/08/28
Jesse shares his approach to building pipeline from the closed-lost deals in your territory.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Re-engagement Email Template: https://www.salesplayers.co/posts/copy-my-re-engagement-email-template
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• 1:1 Coaching: https://calendly.com/jessewoodbury/paid-coaching-session
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
5 Habits That Close More Deals
2025/08/19
Jesse shares five simple but powerful habits that increase your chances of closing more deals.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Aug '25 Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-session
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
Your Network Is Doing More for Your Sales Career Than You Think
2025/08/13
Jesse shares ideas for getting yourself out there and building your network.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Order Red Zone Selling by Vince Beese: https://www.amazon.com/dp/B0FLLHQG13
• Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-session
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
5 Ideas for Turning Your Sales Skills Into Extra Income
2025/08/09
Jesse shares five side hustles that B2B sellers can launch without leaving their day job. He walks through ideas he’s personally tested to turn sales skills into extra income while working full-time in tech sales.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-session
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
Why Reps Are Ditching Managers for AI Roleplay with Sriharsha (Sai) Guduguntla of Hyperbound
2025/07/31
Sriharsha (Sai) Guduguntla is the Co-Founder of Hyperbound, an AI Sales Coach. He joins Jesse to share insights into how sellers can use AI to improve their craft.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Connect with Sai: https://www.linkedin.com/in/sguduguntla/
• Get Hyperbound: https://www.hyperbound.ai/
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
The Metrics That Matter Most in Tech Sales
2025/07/19
Jesse breaks down the exact numbers he tracks to stay on target and outperform quota.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• 1:1 Coaching Intro: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
What My Former Sales Leader Taught Me About Red Zone Selling with Vince Beese
2025/06/26
Jesse sits down with his former sales leader Vince Beese, the only exec he’s ever seen cold call procurement to get a deal done. They break down Vince’s new book Red Zone Selling, including tactical plays for managing late-stage deals, building mutual action plans that actually work, and why enterprise sales is more like football than most reps realize. If you're selling big deals in a competitive market, this one's a masterclass.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Connect with Vince: https://www.linkedin.com/in/vbeese/
• Red Zone Selling Launch: https://40974935.hs-sites.com/red-zone
• Red Zone Selling Newsletter: https://www.linkedin.com/newsletters/7252747286076698624/
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
20 Sales Plays I Run When Nothing Else Is Working
2025/06/21
Jesse shares 20 proven sales plays he turns to when deals stall, pipeline dries up, or nothing seems to be working. These are high-leverage, momentum-building activities that have helped him bounce back from slumps and close big deals.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• https://www.salesplayers.co/posts/20-high-leverage-sales-activities
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
Building Financial Security as a Tech Seller
2025/06/14
Jesse (who is not giving financial or investment advice) shares why tech sellers have a huge advantage when it comes to building wealth and financial security. He shares a few things you can do to develop financial security which will enhance your selling career.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
The Anonymous Tech Seller Who Built a 6-Figure Side Hustle with "Fidel Cache Flow"
2025/06/11
Jesse sits down with "Fidel Cache Flow," an anonymous tech seller who’s built a cult following on Sales Twitter with unfiltered takes on career growth, wifi money, and escaping the W2 grind. Fidel runs Desperados, a fast-growing private community for sellers looking to build income beyond quota. In this episode, they dive into contract stacking, virtual assistants, building while employed, and why aiming for #1 on the leaderboard might be the wrong game.
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Follow: https://x.com/FidelCacheFlow
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
23 Absolute Truths About Enterprise Selling
2025/06/09
Jesse breaks down 23 hard-earned truths about enterprise sales that every seller should know
SPONSORS:
ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnership
EPISODE LINKS:
• Read the 23 Truths: https://www.salesplayers.co/posts/23-absolute-truths-about-enterprise-selling
• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/jessewoodbury/1-1-coaching-overview
CONNECT WITH JESSE:
• LinkedIn: https://www.linkedin.com/in/jessewoodbury/
• Website: https://jessewoodbury.com/
HELP GROW SP:
• Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free
• Get a weekly email from SP: https://www.salesplayers.co/
• Subscribe!
• Leave a rating, write a review, and share
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria
© Sales Players, LLC
Podcast reviews
Read Sales Players podcast reviews
JayB Enterprise 2024/08/30
Questions that Sell
Not only do they have great people that dominate their industry and philosophy, they pull it out by great questioning. Appreciate this podcast!
JSharpie744 2024/08/26
They get it.
Chase and Jesse feel like my new best friends. I’ll be playing catch-up to the value they’ve added to my life for a while.
The show is great. The to...
John Tozzi 2024/08/10
Secret sauce for B2B sales
This podcast is a game changer. Chase and Jesse do a great job getting guests that provide valuable insight into what it takes to make it in todays mo...
PFoSho 2024/07/17
Real Sales Players
The show was great when Jesse was solo and since Chase joining it’s only gotten better. Hosts have great chemistry with one another and they both carr...
nickcnammmmme 2024/02/29
Great content and community
There’s so many podcasts out if I’m going to add one to my rotation it needs to be 🔥 really providing value. Chase and team are helpful and have thou...
Chaser1233468 2024/01/21
Jesse Woodbury has created a pod cast for any one in Saas or Sales
I have listened to just about every episode - Jesse help me to land my first role in tech and I have been on the show a few time since that time. My f...
Klangurteil 2023/06/17
Great for AE, SDR, BD, hands on, immediately actionable
I always enjoy Jesse’s show. He has helped me a lot getting up to speed in SaaS selling, fast. Great selection of guests, and also mini episodes with ...
KCorrg 2023/06/14
My favorite podcast to level up!!
As a seller in the SaaS space, Jesse’s podcasts always provide me with a nugget of wisdom. He stays very topical to the current environment and always...
Mike__B!!!! 2023/06/15
A must-listen podcast for SaaS sellers
I stumbled upon the SSP podcast and its been my go to resource take my SaaS selling to the next level. Jesse’s expertise and passion shine through eac...
JoCaMoore 2022/12/01
Great content and insights into SaaS!
As a career pivoter and new to SaaS sales, this Podcast has been invaluable. The industry insights and interviews — along with conversational delivery...
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